Shelter Island Vacations from ₩6,831,167

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The Latest Shelter Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ₩8,484,359, price is now ₩6,831,167 per person
₩6,831,167
per person
Apr 27 - May 3
found 13 hours ago
Roundtrip flight included
Seoul (ICN) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,450 reviews)
Great gym, beautiful lobby, nice bell service. Staff was a little rude when informing us that no outside food may be consumed in the lobby. For the price we pay for the hotel stay, we would have expected a more courteous approach.

Reviewed on Mar 21, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was ₩11,701,091, price is now ₩8,471,660 per person
₩8,471,660
per person
Apr 27 - May 3
found 13 hours ago
Roundtrip flight included
Seoul (ICN) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (196 reviews)
Absolutely everything. Amazingly appointed room, very friendly stafff.

Reviewed on Mar 1, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was ₩8,769,157, price is now ₩7,094,670 per person
₩7,094,670
per person
Apr 27 - May 3
found 13 hours ago
Roundtrip flight included
Seoul (ICN) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,957 reviews)
The hotel & lobby were beautiful. The room was ok. The view was amazing.

Reviewed on Mar 17, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was ₩9,115,909, price is now ₩7,455,518 per person
₩7,455,518
per person
Apr 27 - May 3
found 13 hours ago
Roundtrip flight included
Seoul (ICN) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
Hotel is very nice great location and rooms were very nice and clean. Staff was very friendly.

Reviewed on Mar 16, 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was ₩8,514,130, price is now ₩6,972,310 per person
₩6,972,310
per person
Apr 27 - May 3
found 13 hours ago
Roundtrip flight included
Seoul (ICN) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,221 reviews)
Clean, free Coffe and juice, comfortable.

Reviewed on Mar 17, 2026

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Center console boat on Long Island, NY. Photographed by drone.

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

Find hotels in Silver Beach

Find the Best Shelter Island Vacation Packages

Shelter Island Beach Vacation

There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.

Shelter Island Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is ₩571,524 per night from Mar 29 to Mar 30
₩571,524
₩783,558 total
Mar 29 - Mar 30
includes taxes & fees
8.4/10 Very Good! (739 reviews)
My second stay but big disappointment the pool and hot tub wasn’t available for hotel guests this is the second time for me last year same thing happened they closed the spa area there was only pool opened, our room didn’t have any coffee cups no wine glass no any other glass wear, the bathroom need ...

Reviewed on Mar 19, 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is ₩225,920 per night from Mar 23 to Mar 24
₩225,920
₩287,391 total
Mar 23 - Mar 24
includes taxes & fees
9.2/10 Wonderful! (1,305 reviews)
Great property

Reviewed on Mar 19, 2026

Montauk Manor
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is ₩292,002 per night from Mar 23 to Mar 24
₩292,002
₩361,577 total
Mar 23 - Mar 24
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Easy

Reviewed on Mar 21, 2026

Water's Edge Resort & Spa
See all 4,741 properties in Shelter Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Shelter Island

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.